CHEBI:66802 - obochalcolactone

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ChEBI Name obochalcolactone
ChEBI ID CHEBI:66802
Definition A member of the class of chalcones isolated from the trunk barks of Cryptocarya obovata and has been shown to exhibit cytotoxicity against the KB cell line.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C34H30O7
Net Charge 0
Average Mass 550.59780
Monoisotopic Mass 550.19915
InChI InChI=1S/C34H30O7/c35-27(15-14-22-8-3-1-4-9-22)32-29(37)20-28(36)31-24-18-26(19-25-12-7-13-30(38)39-25)40-34(21-24,41-33(31)32)17-16-23-10-5-2-6-11-23/h1-11,13-17,20,24-26,36-37H,12,18-19,21H2/b15-14+,17-16+/t24-,25+,26-,34-/m0/s1
InChIKey PRJFEGMPMYRWIX-MXIXYQCPSA-N
SMILES [H][C@@]1(CC=CC(=O)O1)C[C@@H]1C[C@@]2([H])C[C@@](O1)(Oc1c(C(=O)\C=C\c3ccccc3)c(O)cc(O)c21)\C=C\c1ccccc1
Metabolite of Species Details
Cryptocarya obovata (NCBI:txid29743) Found in trunk bark (BTO:0001494). See: PubMed
Cryptocarya obovata (NCBI:txid29743) Found in fruit (BTO:0000486). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing obochalcolactone (CHEBI:66802) has role antineoplastic agent (CHEBI:35610)
obochalcolactone (CHEBI:66802) has role metabolite (CHEBI:25212)
obochalcolactone (CHEBI:66802) is a δ-lactone (CHEBI:18946)
obochalcolactone (CHEBI:66802) is a chalcones (CHEBI:23086)
obochalcolactone (CHEBI:66802) is a cyclic ether (CHEBI:37407)
obochalcolactone (CHEBI:66802) is a phenols (CHEBI:33853)
IUPAC Name
(6R)-6-({(2R,4S,6S)-7,9-dihydroxy-2-[(E)-2-phenylethenyl]-10-[(2E)-3-phenylprop-2-enoyl]-5,6-dihydro-4H-2,6-methano-1,3-benzodioxocin-4-yl}methyl)-5,6-dihydro-2H-pyran-2-one
Synonym Source
(6R)-6-({(1S,9R,11S)-3,5-dihydroxy-6-[(2E)-3-phenyl-2-propenoyl]-9-[(E)-2-phenylvinyl]-8,10-dioxatricyclo[7.3.1.0[2,7]]trideca-2,4,6-trien-11-yl}methyl)-5,6-dihydro-2H-pyran-2-one ChEBI
Registry Number Type Source
10744655 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15165150 PubMed citation Europe PMC
Last Modified
17 April 2013